Clinton Vacation Homes

Two wooden benches facing a calm body of water under a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Clinton holiday homes

A modern living room with a large TV, white cabinetry, and a view of the outdoors.

1. Charming beach home, complete with pool & cozy guest house!

Clinton

Juliana A.

HK$11,047 total

includes taxes & fees

12 Nov - 13 Nov

An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

2. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Shannon G.

HK$4,557 total

includes taxes & fees

19 Oct - 20 Oct

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

3. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Karol T.

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

4. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Alexis L.

HK$4,393 total

includes taxes & fees

3 Nov - 4 Nov

A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

5. Historic New England home ,Reunions Beach pass

Guilford

Liz H.

HK$5,015 total

includes taxes & fees

27 Oct - 28 Oct

A stone pier leading to a beach with houses in the background.

6. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme

Emily M.

HK$2,136 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

7. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

HK$2,315 total

includes taxes & fees

20 Oct - 21 Oct

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

8. The SandPiper

Pipes Cove

Manuela C.

HK$1,937 total

includes taxes & fees

10 Nov - 11 Nov

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

9. Aqua Vista

Pipes Cove

Kerri L.

HK$1,937 total

includes taxes & fees

9 Nov - 10 Nov

A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

10. Cozy East Haven Home • Near Beach & Yale

Momauguin

Sarah S.

HK$1,489 total

includes taxes & fees

20 Oct - 21 Oct

A beach with people relaxing, a pier extending into the water, and a clear sky.

11. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"

Nino

HK$2,941 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining area with hanging lights, palm trees, and a bar.

12. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

HK$2,403 total

includes taxes & fees

19 Oct - 20 Oct

A wooden pathway leading to a beach with scattered rocks and greenery.

13. Beach Block Hideaway

Pipes Cove

Teresa C.

HK$3,524 total

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a bed, two bedside tables with lamps, a ceiling fan, a door, and a framed abstract artwork on the wall.

14. The Bay Cottage · Rocky Neck Park, Beach & Niantic

East Lyme

Sarah G.

HK$3,944 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a sofa, a dining table, and a massage chair.

15. #29 - Modern 5 Bedroom/2 Bath

Middletown

Gail R.

HK$3,559 total

includes taxes & fees

19 Oct - 20 Oct

A marina with multiple docks and boats, surrounded by residential buildings and greenery.

16. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

Jamie S.

HK$1,800 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a central island, bar stools, and pendant lighting.

17. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Durham

Iris F.

HK$8,621 total

includes taxes & fees

19 Oct - 20 Oct

18. Family Stays: Middletown, CT

Middletown

Trisha T.

HK$2,031 total

includes taxes & fees

17 Nov - 18 Nov

19. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

HK$2,497 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a central island, built-in appliances, and a dining area with a long table and chairs.

20. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Salem

nic

HK$3,274 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Clinton Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Very clean bathroom. Very dated and weathered furniture. The linens were good. The paint on the door needed cleaned. The receptionist was very personable. We were on the first level and could hear the folks above."

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Cabins in the woods by Bonvoy Marriott. Who knew? What a great spot- truly amazing, driving up the east coast, having this jewel of a property pop up. I’ll be researching how this was developed, and where they can sneak more little cabins into beautiful forests."

Inn at Middletown

8/10 Good

"We stayed for one night. The location is very convenient and within walking distance to quite a lot in the area. We had valet parking which was very nice since parking for the hotel is down the street. We had dinner and breakfast at the hotel restaurant. It was very good and the waitstaff very attentive. However, when we sat down for dinner the water glasses were filthy. Mine had old lipstick marks all around the edges and his was just plain dirty. Needless to say we asked for clean glassware. We had drinks in the bar. We were disappointed that they had a "Girl's Fun Night Out" thing going on in the bar they had psychic's there. We were not aware of it when we booked and it was very crowded in the bar. It took awhile to get drinks because they only had one barmaid working there. The drinks are too high! $20 for a tequila sunrise. We had 2 drinks and a beer and it cost us $45.00 not including the tip. Just be aware before you order to ask the price first! The room was large and clean. It was a handicap accessible room, however the sliding bathroom door is very heavy and hard to slide. The curtains in the room.... were actually dry rotted and had several holes. Room 117 if the hotel is reviewing this. I think for a high end hotel they can do better. We were not horribly disappointed but would not stay there again."

Find out more about Clinton